Homes for Sale Near Westwood Middle in Winter Haven - 28 homes

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Charming 2-bedroom, 1.5-bath home located in Winter Haven presenting a great opportunity for first-time home buyers or investors. This property features a functional layout with comfortable living spaces and a practical design suited for everyday living. The home sits on a generously sized lot, providing plenty of outdoor space for entertaining, gardening, or future improvements. Conveniently located near local schools, shopping, dining, and major roadways, this property provides both accessibility and convenience. With strong potential as a starter home, rental property, or investment opportunity, this home is a great option for buyers looking to enter the market or expand their portfolio in the growing Winter Haven area.

Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)

Listing Agent: Jay Patel (863-399-5820)

Remarks: One or more photo(s) has been virtually staged. Under Construction. Beautiful Corner Lot!! This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient two-car garage. Peace Creek Reserve is a masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: One or more photo(s) has been virtually staged. This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient two-car garage. Peace Creek Reserve is a masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Completely remodeled and move-in ready, this stunning 2-bedroom, 2.5-bathroom condo in Casa Del Sol Village offers modern updates and a comfortable layout in the heart of Winter Haven. Every corner has been renovated, featuring new flooring, paint, lighting, kitchen appliances, doors, and beautifully updated bathrooms. The spacious living room and downstairs guest half-bath make entertaining a breeze, while both upstairs bedrooms boast private en-suite bathrooms for added convenience. Enjoy a low-maintenance lifestyle with an attached one-car garage, access to the community pool, and a location close to shops and restaurants—all amidst the beautiful landscapes and lakes that surround this lovely community.

Listing is courtesy of: WF REALTY CORP. (407-994-2900)

Listing Agent: Adriana Sanchez (321-947-4014)

Remarks: This move-in-ready 3-bedroom, 2-bath home features fresh interior paint, new carpet, and new LVP flooring throughout. The large living room showcases vaulted ceilings, creating an open and airy feel, while the kitchen offers a convenient breakfast bar. Step outside to enjoy a private yard with a patio—perfect for relaxing or entertaining.

Listing is courtesy of: OFFERPAD BROKERAGE FL, LLC (813-534-6326)

Listing Agent: Rob Jones (844-448-0749)

Remarks: One or more photo(s) has been virtually staged. Welcome to 228 Spirit Landings Circle, a beautifully maintained 3-bedroom, 2-bath home built in 2023 in the heart of Winter Haven. This move-in-ready home offers modern design, low-maintenance living, and a highly sought-after bonus flex room—perfect as a home office, gym, media room, or even a potential 4th bedroom to fit your lifestyle. The open-concept layout flows seamlessly, featuring spacious living areas, contemporary finishes, and abundant natural light throughout. The split-bedroom floor plan provides both comfort and privacy, making it ideal for families or guests. Perfectly located between Orlando and Tampa, you’ll enjoy easy access to major highways, top employers, and world-class entertainment. Just minutes from LEGOLAND Florida Resort and the scenic Chain of Lakes, this home offers the perfect blend of convenience and lifestyle. If you’re searching for a newer construction home in Winter Haven with flexible living space and prime Central Florida location, this one is a must-see.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Darein Washington (484-335-8914)

Remarks: Located in the desirable Inman Grove solar community in Winter Haven, this 3 bedroom, 2 bathroom home with a fully fenced backyard offers the perfect combination of energy efficiency, modern design, and convenient Central Florida living. Built in 2023, NO CDD, LOW HOA of less than $45.00 a month, LOW ELECTRIC BILL MONTHLY..averaging $30-$83 a month ***=SAVINGS***, this newer construction home features solar power to help reduce monthly utility costs, making it an excellent option for buyers searching for energy-efficient homes in Polk County. ****Inside, the home offers a bright open floor plan with tile flooring throughout the main living areas and carpet in the bedrooms for added comfort. The kitchen overlooks the living and dining space and features quartz countertops, stainless steel appliances, modern cabinetry, and plenty of counter space, ideal for everyday living or entertaining guests. Natural light fills the main living area, creating a clean and inviting feel throughout the home. The split bedroom layout provides privacy, with the primary suite located toward the rear of the home and secondary bedrooms positioned near the front. The primary bedroom includes a private bathroom with updated finishes and generous closet space. Both bathrooms feature contemporary vanities and quartz countertops, giving the home a modern clean look buyers are searching for. Enjoy the outdoors in the fenced backyard, perfect for pets, gatherings, or relaxing evenings. The yard offers space to personalize while still being easy to maintain. Inman Grove is known for its solar-powered homes, newer construction, and peaceful residential setting, while still being close to everyday conveniences. The home is conveniently located near LEGOLAND, shopping centers, restaurants, schools, medical facilities, and major roadways, with easy access to Orlando, Lakeland, and Tampa. This property is ideal for buyers looking for.... New construction homes in Winter Haven, Solar homes in Florida, Move-in ready homes near Legoland, Fenced yard homes in Polk County Energy-efficient homes with low utility costs Schedule your showing today and see why so many buyers have chosen this Winter Haven community.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Jannese Garcia Vazquez Pa (407-921-4418)

Remarks: Welcome to this charming 2-bedroom, 1-bathroom home in the West Cannon Heights neighborhood of Winter Haven, an excellent opportunity for first-time buyers or investors. With a really large open kitchen, this home is move-in ready. The exterior features a covered parking area and a workshop with a new roof. This property offers a cozy living space and a convenient location, with no HOA fees. Don't miss the chance to own this piece of Winter Haven.

Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)

Listing Agent: Pablo Lluveras Matos (813-406-3652)

Remarks: Back to the Market – Get $5,000 to help with your closing costs. Turnkey duplex generating immediate income $2550 from day one! Located at 3356 Avenue Q NW, this well-maintained property features two spacious 2-bed/1-bath units, both currently leased to reliable tenants. No vacancies, no renovations needed—just steady rental income. Situated in a quiet, established neighborhood, the property is surrounded by public schools within a 2-mile radius, making it appealing for families and long-term renters. One of its biggest draws is proximity to Winter Haven’s famous Chain of Lakes, offering public boat ramps, fishing spots, scenic parks, and walking/biking trails. Nearby Lake Shipp Park and South Lake Howard Nature Park provide playgrounds, picnic areas, and space for outdoor activities. The location offers quick access to shopping, dining, and community amenities, while remaining peaceful and residential. LEGOLAND Florida Theme Park is just 20 minutes away, adding even more appeal for tenants seeking convenience and recreation. Whether you’re an experienced investor or just starting your portfolio, this property checks all the boxes: consistent rental history, excellent location, tenant appeal, and low-maintenance operation. Opportunities like this in such a desirable area don’t last—secure your income-producing asset today!

Listing is courtesy of: BANERSY REAL ESTATE, LLC (407-962-6201)

Listing Agent: Enrique Ojeda (321-946-8241)

Remarks: Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter Haven’s renowned Chain of Lakes, this lakefront retreat is more than just a home, it’s a lifestyle defined by water, sunshine, and unforgettable experiences. Start your mornings with breathtaking sunrises shimmering across the lake, coffee in hand from your private dock or patio. Spend your days exactly how you choose, cruising the Chain of Lakes by boat, casting a line in some of Central Florida’s best freshwater fishing, or enjoying world-class watersports like skiing, wakeboarding, and paddleboarding right from your backyard. With nearby slalom courses and open water, this is truly a paradise for water enthusiasts. Lake Jessie is especially cherished for its tranquil atmosphere, offering a rare sense of calm while still being full of life. One of its most unique features is the seaplane activity, where you can watch planes gracefully land and take off across the water, an experience that never gets old and adds to the charm of lakeside living. Nature lovers will also appreciate the frequent sightings of all kinds of birds and other beautiful wildlife. The home itself offers a thoughtfully designed single-story layout with over 1,800 square feet, featuring 3 bedrooms and 3 bathrooms. An open-concept living space is filled with natural light and showcases stunning lake views, while a split-bedroom design provides comfort and privacy. A private in-law suite with its own entrance adds flexibility for guests, multi-generational living, or additional income potential. This residence offers plenty of parking space with it's oversized driveway and an additional carport providing covered parking as well. The home has been updated with modern finishes and includes a metal roof installed in 2019. This home would make a perfect full time residence, investment property or second home. Beyond the water, the location is just as appealing. You’re right around the corner from a brand new Publix store and minutes from the heart of Winter Haven, where you’ll find charming local restaurants, shops, parks, and community events. Legoland Florida Resort is just a short drive away and there is convenient access to both Tampa and Orlando, so world-class attractions, dining, and entertainment are always within reach. Whether you're seeking adventure, relaxation, or a smart investment, this Lake Jessie property delivers it all, offering the rare opportunity to live, play, and unwind in one of Florida’s most iconic lakefront settings. Book your showing today!

Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)

Listing Agent: Patricia De Graaff, Llc (863-307-0061)

Remarks: Imagine coming home to peaceful cul-de-sac living, easy-care tile floors, and a refreshed kitchen ready for everyday life — welcome to your next chapter! Step inside to the living room featuring a decorative fireplace seamlessly flowing into the dedicated dining area. The kitchen has been tastefully refreshed within the past year with newer cabinetry, countertops, and appliances, creating a functional space for everyday cooking and entertaining. Sliding glass doors leading to the 17x8 screened-in lanai — perfect for enjoying Florida evenings. Just outside, an additional open concrete slab provides the ideal grilling or outdoor seating area. The primary bedroom features two closets and a private en-suite bath complete with a tub/shower combination and extended vanity. A long foyer off the garage leads to the second bedroom and guest bath. The third bedroom, located off the living room with French doors, provides flexible space ideal for a home office, den, or additional bedroom. Additional highlights include washer/dryer hookup in the garage and a convenient location just off Recker Highway with quick access to the Polk Parkway, making commutes to Lakeland, Tampa, or Orlando a breeze. Whether you're a first-time buyer, downsizing, or investing — this one checks the boxes for location, layout, and value! **Roof April of 2016, A/C 2016, Water Heater 2020**

Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)

Listing Agent: Carlee Marchetti (863-258-3338)

Remarks: Under contract-accepting backup offers. Beautifully renovated solid concrete block home featuring 3 bedrooms and 2 bathrooms, ideally located within walking distance to the Happy Valley Trail in a highly desirable neighborhood with breathtaking water views of Lake Conine. Situated on an oversized 0.31-acre corner lot, this property offers exceptional space, privacy, and endless possibilities for outdoor living and future enhancements — with NO HOA. Upon entry, you are welcomed into a bright and open-concept floor plan that seamlessly connects the living, dining, and kitchen areas, creating the perfect space for everyday living and entertaining. The modern updated kitchen showcases stylish finishes and ample cabinetry for all your cooking needs. The home also includes a dedicated laundry room that provides additional storage, along with an exterior utility room for extra convenience. The property features a covered carport with an extended concrete driveway, allowing parking for multiple vehicles. The spacious backyard includes an unfinished structure that can easily be converted into a garage, workshop, storage area, or even an Additional Dwelling Unit (ADU), offering a great opportunity to add value and customize the space to your vision. With its large corner lot, stunning lake views, move-in-ready renovations, and no HOA restrictions, this home is a rare opportunity offering comfort, versatility, and long-term potential.

Listing is courtesy of: CAISSA REALTY INVESTMENT INC (407-364-3056)

Listing Agent: Thay Barrera Troya (689-278-5059)

Remarks: Welcome Home to Queens Cove! This stunning 4 bedroom, 2 bathroom home is located in the highly desirable community of Queens Cove in Winter Haven. NO CDD and low HOA. Minutes from Legoland, hospitals, shopping centers and mayor highways. Don't miss your opportunity to own an affordable home in the heart of Winter Haven. Schedule your showing today!

Listing is courtesy of: CAISSA REALTY INVESTMENT INC (407-364-3056)

Listing Agent: Harrison Perez Collazo (787-365-8967)

Remarks: Welcome to 819 Sunset Cove, Winter Haven, FL 33880 – the perfect blend of space, comfort, and VALUE! This spacious 4-bedroom, 2.5-bath home with over 2,200+ SQFT sits on an OVERSIZED .38 ACRE CORNER LOT, offering the ideal setting for a growing family seeking both interior space and outdoor freedom — all for UNDER $300,000. Built in 2006, this home features a 2019 ROOF, 2014 AC, and NO carpet throughout, providing durability and easy maintenance. The expansive 16’ x 24’ PRIMARY SUITE offers a true retreat, while the home also includes a separate formal dining room and a versatile GROUND FLOOR OFFICE/DEN/FLEX ROOM that can serve as a 5th bedroom. Enjoy the benefits of a LOW HOA of just $25/month in a quiet, WELL-KEPT COMMUNITY. Conveniently located just minutes from DOWNTOWN WINTER HAVEN, with easy access to the AdventHealth Fieldhouse & Conference Center, Walmart, Publix, and numerous restaurants, plus quick access to Highway 570 (POLK PARKWAY) connecting you directly to I-4 for commuting to Orlando or Tampa. This is a rare opportunity to own a LARGE-LOT home with exceptional space and location at an affordable price — schedule your showing today!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Nomar Rosa (646-673-3900)

Remarks: Welcome to this charming and well-maintained home in the heart of Winter Haven! Situated on a spacious lot, this property offers a perfect blend of comfort and functionality with an open-concept layout, abundant natural light, and inviting living spaces. The kitchen features ample cabinetry and flows seamlessly into the main living area, making it ideal for both everyday living and entertaining. Enjoy a generously sized backyard with plenty of room for outdoor activities, gardening, or relaxing in your own private space. Conveniently located near shopping, dining, schools, and major roadways, this home provides both tranquility and accessibility. A fantastic opportunity for homeowners or investors alike—schedule your showing today!

Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)

Listing Agent: Bridd Bone (727-798-1918)

Remarks: Under contract-accepting backup offers. Short Sale. Packed with potential! This spacious two-story home, featuring 4 bedrooms, 2.5 baths, and a versatile bonus room needs some repairs, cleaning, and TLC, but that’s where the attractive price comes in! The main floor includes a large great room, white kitchen with granite countertops, front living room/den, laundry, enclosed bonus room and a 3-car garage. The lanai offers a great outdoor entertaining space. Upstairs, the primary suite offers dual sinks, tub and separate shower, and dual walk-in closets, and the other bedrooms. Not in a flood zone and low HOA fees of $165/year ensure long-term low cost of ownership. Trustee Sale, must sell!

Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)

Listing Agent: Tanja Cisliek (727-480-4155)

Remarks: Under contract-accepting backup offers. Price Improvement Chain of Lakes Frontage on Lake Hartridge Enjoy true waterfront living in this beautifully updated 3-bedroom, 2.5-bath townhome-style condo located directly on Lake Hartridge, part of the renowned Winter Haven Chain of Lakes. Situated in the desirable Casa Del Sol community, this spacious two-story home offers direct lake access and stunning panoramic views. The interior features wood laminate and tile flooring, a formal dining room, updated kitchen with stainless steel appliances and solid surface countertops, and a large living room overlooking the water. Relax in the Florida room or enjoy sunrise and sunset views from your screened lakefront lanai. Upstairs, the generous primary suite includes a walk-in closet, ensuite bath with granite counters, and a private enclosed balcony with breathtaking lake views. Two additional bedrooms, full bath, and upstairs laundry complete the layout. An attached 2-car garage adds convenience. Community amenities include a lakefront recreation area, pool, clubhouse, tennis courts, and private dock. HOA covers water, lawn care, and full access to amenities.Experience maintenance-free living with true Chain of Lakes frontage and endless boating, fishing, and waterfront enjoyment.

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Irene Bryan (863-289-6789)

Remarks: Exclusive property in Winter Haven featuring a 4-bedroom main home, private pool, independent studio, and parking for up to 6 cars. Located in a peaceful and welcoming city known for its beautiful lakes and excellent quality of life, this property offers comfort, space, and great potential. The main house includes 4 spacious bedrooms, 2 beautifully updated bathrooms, a fully renovated kitchen with an island and pool views, open-concept living and dining areas, and bright, inviting spaces throughout. Enjoy your own private pool, perfect for relaxation and entertainment. The independent studio is ideal for rental income, guests, or family use, and offers an integrated living/sleeping area, a full kitchen with stove, microwave, and dishwasher, a private bathroom, and its own laundry space. Conveniently located between Orlando and Tampa, Winter Haven provides access to numerous lakes for recreation and water sports, a quiet and safe community, and proximity to schools, shopping, dining, and essential services. Don’t miss this unique opportunity—schedule your visit today!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Paola Millan (407-452-7034)

Remarks: Welcome to this exceptional custom-built 2023 luxury residence located within the gated community of Sanctuary by the Lake, where modern elegance, thoughtful design, and everyday comfort come together seamlessly. Perfectly positioned on a spacious corner lot directly across from the lake, this stunning home immediately impresses with its commanding presence and refined architectural detail. Step through the beautiful double front doors and experience an immediate sense of openness, highlighted by soaring ceilings, abundant natural light, and expansive living spaces designed to feel both grand and inviting. With over 3,600 square feet of living space, the thoughtfully designed open layout effortlessly connects formal and casual living areas, creating an ideal setting for both entertaining and relaxed daily living. At the heart of the home lies a beautifully appointed chef’s kitchen, featuring granite countertops, upgraded stainless steel appliances, a breakfast bar, walk-in pantry, and generous prep space, perfect for hosting gatherings or enjoying quiet mornings at home. The kitchen flows naturally into the impressive great room and dining areas, enhancing the home’s seamless indoor living experience. One of the standout features is the oversized covered and enclosed Florida room, custom added by the owners to extend the living space year-round. Whether hosting celebrations, entertaining guests, or simply unwinding while enjoying peaceful surroundings, this space truly elevates the lifestyle this home offers. Designed with privacy in mind, the desirable triple split floor plan includes 4 spacious bedrooms, 3 full bathrooms, and a dedicated private office, ideal for remote work or flexible living needs. The luxurious primary suite serves as a private retreat, complete with dual vanities, a garden tub, separate walk-in shower, makeup vanity, and a very generous walk-in closet. Beautiful luxury vinyl plank flooring flows throughout the main living areas, complemented by tasteful finishes and quality craftsmanship that reflect the home’s custom construction. A well-equipped laundry room with cabinetry, countertop workspace, and sink adds everyday convenience. A 50 amp generator port was added for peace of mind. Beyond the home itself, the location offers the best of Central Florida living. Just minutes from downtown Winter Haven, residents enjoy award-winning restaurants, local boutiques, parks, and year-round entertainment, while nearby access to Lakeland and I-4 provides an easy commute to both Tampa and Orlando. Florida’s Atlantic and Gulf beaches are approximately 90 minutes away, making weekend coastal escapes effortlessly accessible. This is more than a home, it is a refined living experience combining space, luxury, and lifestyle within one of Winter Haven’s most desirable gated communities.

Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)

Listing Agent: Patricia De Graaff, Llc (863-307-0061)

Remarks: Welcome to this charming two-story townhome located in the Casarena gated community in Winter Haven, offering 2 bedrooms and 2.1 bathrooms designed for comfort and flexibility. The inviting main living area features a cozy fireplace, perfect for relaxing or entertaining, while the functional layout flows seamlessly into the dining and kitchen spaces. Upstairs, enjoy your own private second-floor balcony—an ideal spot for morning coffee or unwinding in the evening. Enjoy family gatherings in the large screened in patio that is ready to be converted into your ideal outdoors living space. Additional highlights include a convenient laundry closet in the garage and ample storage throughout. Whether you're a first-time buyer, downsizing, or seeking a low-maintenance lifestyle, this home checks all the boxes—schedule your private showing today and make it yours! This home is being sold in As Is condition. All buyers must view the home before submitting an offer.

Listing is courtesy of: REALTYCITY INC (863-438-6605)

Listing Agent: Jesse Carriedo (863-438-6605)